Studies on Metal Complexes Derived from Physiologically Active Quinoxaline Derivatives
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Date
2006-07
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Addis Ababa Universty
Abstract
Coordination compounds, with bonds between a central metal atom and surrounding
ligands, play critical roles in biology, biochemistry and medicine, controlling the structure and
function of many enzymes and their metabolism. They play similarly vital roles in many
industrial processes and in the development of new materials with specifically designed
properties. Thus synthesis and study of such complexes is very important.
In this lab work, equimolar quantities of o-phenyldiamine and oxalic acid dihydrate were
condensed in 5N HCl under reflux to 2,3-quinoxalinedione. Refluxing of 2,3-quinoxalinedione
with phosphorus (V) chloride as well as with thionylchloride gave 2,3 dichloroquinoxaline which
was then treated first with hydroxylamine hydrochloride to afford a new ligand 2,3-
quinoxalinedioxime (QXDO) and secondly with N-(aminoformimidoyl)phenol to give
quinoxaline-2,3-bis-[N-(aminoformimidoyl)phenol] (QXAP) both of which contain nitrogen and
oxygen donor atoms. However, the formation of QXAP was unsuccessful as it was confirmed by
1H NMR. Thus QXDO was further complexed with divalent metal salts to give different
complexes. New metal complexes of nickel and copper with quinoxalinedioxime (QXDO) were
prepared. The complexes were characterized by elemental analysis, conductance measurements,
atomic absorption, IR, NMR and UV spectroscopy and magnetic moments. QXDO behaves as a
bidetate ligand.
Key terms: Quinoxaline, o-phenyldiamine, salicylaldehyde, hydrazine, 2,3-quinoxalinedione
(QXD), 2,3-dichloroquinoxaline (DCQX), 2,3-quinoxalinedioxime (QXDO).
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Keywords
Quinoxaline; o-phenyldiamine; salicylaldehyde; hydrazine; 2;3-quinoxalinedione (QXD); 2;3-dichloroquinoxaline (DCQX); 2;3-quinoxalinedioxime (QXDO).